di-tert-butyl 3-hydroxy-3-methyl-1-(1'R-phenylethyl)pyrrolidin-5-one-2,2-dicarboxylate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: di-tert-butyl 3-hydroxy-3-methyl-1-(1'R-phenylethyl)pyrrolidin-5-one-2,2-dicarboxylate
• 英文别名: Ditert-butyl 3-hydroxy-3-methyl-5-oxo-1-(1-phenylethyl)pyrrolidine-2,2-dicarboxylate；ditert-butyl 3-hydroxy-3-methyl-5-oxo-1-(1-phenylethyl)pyrrolidine-2,2-dicarboxylate
• 化学式: C₂₃H₃₃NO₆
• 分子量: 419.518
• InChiKey: ZKEJTTQXCCPSIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  93.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  di-tert-butyl 3-hydroxy-3-methyl-1-(1'R-phenylethyl)pyrrolidin-5-one-2,2-dicarboxylate 在 sodium iodide 作用下， 以 乙腈 为溶剂， 生成 di-tert-butyl 3R-acetyl-1-(1'R-phenylethyl)azetidin-2-one-4,4-dicarboxylate 、 di-tert-butyl 3S-acetyl-1-(1'R-phenylethyl)azetidin-2-one-4,4-dicarboxylate
  参考文献：
  名称：

  Diastereoselective construction of azetidin-2-ones by electrochemical intramolecular C–C bond forming reaction

  摘要：

  A convenient: method for synthesis of optically active azetidin-2-ones using electrochemical oxidation has been exploited. The method consists of a diastereoselective intramolecular C-C bond forming reaction between active methylene and methyne groups through an electrochemical system in which positive iodine species acted as mediators under mild conditions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.087
• 作为产物：
  描述：

  双乙烯酮 、 di-tert-butyl 2-(1R-phenylethyl)aminomalonate 在 三乙胺 作用下， 以 甲苯 为溶剂， 以88%的产率得到di-tert-butyl 3-hydroxy-3-methyl-1-(1'R-phenylethyl)pyrrolidin-5-one-2,2-dicarboxylate
  参考文献：
  名称：

  Diastereoselective construction of azetidin-2-ones by electrochemical intramolecular C–C bond forming reaction

  摘要：

  A convenient: method for synthesis of optically active azetidin-2-ones using electrochemical oxidation has been exploited. The method consists of a diastereoselective intramolecular C-C bond forming reaction between active methylene and methyne groups through an electrochemical system in which positive iodine species acted as mediators under mild conditions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.087

文献信息

• Diastereoselective construction of azetidin-2-ones by electrochemical intramolecular C–C bond forming reaction
  作者：Daishirou Minato、Satoshi Mizuta、Masami Kuriyama、Yoshihiro Matsumura、Osamu Onomura

  DOI：10.1016/j.tet.2009.09.087

  日期：2009.11

  A convenient: method for synthesis of optically active azetidin-2-ones using electrochemical oxidation has been exploited. The method consists of a diastereoselective intramolecular C-C bond forming reaction between active methylene and methyne groups through an electrochemical system in which positive iodine species acted as mediators under mild conditions. (C) 2009 Elsevier Ltd. All rights reserved.